化工社化工社 化学情報印刷レポート · 研究参考用
Water → 5-Bromo-3-(2,6-dimethylpyridin-3-yloxy)picolinonitrile
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | 2,6-Dimethyl-3-pyridinol | HCID 70732 | — |
| 反応物 | 5-Bromo-3-nitropyridine-2-carbonitrile | HCID 2769698 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 5-Bromo-3-(2,6-dimethylpyridin-3-yloxy)picolinonitrile | HCID 67486452 | 101.2% |
反応手順
To a 0° C. solution of 2,6-dimethylpyridin-3-ol (10 g, 81.2 mmol) in DMF (50 ml) was added sodium hydride (60% dispersion in oil, 3.4 g, 85 mmol). After 15 minutes, 5-bromo-3-nitropicolinonitrile (18.5 g, 81 mmol) was added and the mixture was allowed to warm slowly to ambient temperature. The reaction mixture was slowly added to 500 mL of rapidly stirring water. A light red solid formed and then the material formed a gum. The gum was extracted into ethyl acetate, and the organics washed with brine, dried over MgSO4 and concentrated in vacuo to afford 5-bromo-3-(2,6-dimethylpyridin-3-yloxy)picolinonitrile (25 g, 82 mmol, 101% yield).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08853409B2 |
| 出典データセット | uspto-grants-2014_10 |
| ORD ID | ord-d3ebc3b23e2d4d389e88503e7fd5fbc1 |
| 出典メモ | uspto-grants-2014_10 |